Greenport vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Greenport
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Home in Mastic
4.88 out of 5 average rating, 99 reviewsCozy home. Comfy living
The whole group will enjoy easy access to everything from this centrally located home. three comfortable bedroom and two bathrooms with a large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. Grace period of 15 mins after check is given after that fees will incur at the nightly rate.
Guest suite in Branford
4.9 out of 5 average rating, 100 reviewsGranite Bay Getaway - Private Studio Apartment
Enjoy Long Island Sound in this cozy getaway. Three block walk to shore. Quiet residential neighborhood. Private deck with lovely afternoon light. Private entrance. Fully equipped eat in kitchen. Picturesque shoreline town of Branford. Many wonderful restaurants, 2 within walking distance. Land trust hiking trails at end of street. Ten minutes to New Haven, Yale & Avelo airport. Train station 2 miles away with connections to New York City and Boston. ½ mile from CT Hospice.
Home in North Fork
4.93 out of 5 average rating, 107 reviewsMaritime Village Getaway with Backyard
Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.
Home in Westhampton Beach
5 out of 5 average rating, 4 reviewsSummer Main Home plus cottage close to Main Street
Come relax and enjoy! Beautifully updated Main home with separate cottage. Perfect for in-laws and guests. Each home has its own kitchen, living space, washer/dryer, and outdoor seating. Main house: 4 Br, 3 ba Cottage: 2 Br, 1 ba Outdoor shower for an after beach rinse, 2 patios, pergola, hammock, bbq. A two person kayak available for use; beach passes included. Games, internet, tv... Walk to coffee shops, restaurants, worship, and marina. Bike to beach.
Houseboat in North Fork
5 out of 5 average rating, 10 reviewsPeconic River Boatel
Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!
Home in Hampton Bays
4.81 out of 5 average rating, 64 reviewsHamptons Indulge: Beaches, Restaurants, Wineries.
Escape to our stunning year-round retreat in Hampton Bays' Red Creek area. With over an acre of lush land, our charming residence offers unparalleled serenity and tranquility just minutes from local bay, beaches, and wineries. Ideal for family fun, friend retreats, and exquisite dining in the Hamptons. For off-season activities, explore wineries, animal feeding farms, apple and pumpkin picking, breweries, and more. Book now for your dream getaway!
Home in Remsenburg-Speonk
5 out of 5 average rating, 40 reviews5-Star Listing: Hamptons Oasis, Easy from NYC
Welcome to our coastal retreat. Minutes away from Westhampton Beach and a super-easy commute from NYC. Perfect for families or a group of close friends to get away from it all. A bright, spacious, recently renovated home with light-filled rooms, new floors, coastal decor. Ultrafast Wifi, Alexas, and a new kitchen with the latest appliances. Beautifully landscaped gardens, heated pool, 6-person salt water hot tub (in winter or summer)!
Home in East Hampton
4.83 out of 5 average rating, 6 reviewsCozy Town Cottage - Minutes from EH Town
This charming, historic home is perfect for a young family! The original mudroom with laundry, farm kitchen (no dishwasher), spacious dining and living rooms, two bedrooms and one bathroom welcome you on the main level. Upstairs is a larger bedroom. Take a half mile, tree-covered walk to town, or stop at the grocery store or restaurants just down the street. Absolutely no animals as owner has severe allergy.
Home in Shelter Island
4.9 out of 5 average rating, 115 reviewsHay Beach Getaway!
Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.
Home in North Fork
4.98 out of 5 average rating, 175 reviewsGreenport Village walking distance to all
Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.
Cottage in Shelter Island
4.96 out of 5 average rating, 105 reviews3 Bedroom Cottage Gem
Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...
Home in North Fork
4.64 out of 5 average rating, 11 reviewsQueen Vic Beach House: 5 min to Vineyards & Farms
Location, Location, Location!Nothing like staying directly on the beach. This beach house has five bedrooms, three full bathrooms, sunroom, kitchen Livingroom combo and two bedrooms with en-suites one of which has the most amazing water views and deck.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Greenport vacation rentals
Greenport apartment rentals
Apartment in North Fork
4.82 out of 5 average rating, 119 reviewsHouse on First
Apartment in Westhampton Beach
4.94 out of 5 average rating, 105 reviewsNEW, steps to the village 1 mile to Dune Road
Apartment in North Fork
4.96 out of 5 average rating, 142 reviewsUpscale Newly Constructed Apartment
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 245 reviewsSquire Chase House
Apartment in Southampton
4.87 out of 5 average rating, 127 reviewsSouthampton Village Studio
Apartment in Sag Harbor
4.92 out of 5 average rating, 146 reviewsWhaling Captain Pierson's Apartment TOO
Apartment in North Fork
4.97 out of 5 average rating, 239 reviewsGreenport Village View - Walk Downtown 2BR/1BA
Apartment in Sag Harbor
4.89 out of 5 average rating, 154 reviewsSag Harbor Village Oasis
Other great vacation rentals in Greenport
Cottage in North Fork
5 out of 5 average rating, 12 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
Cottage in Guilford
4.99 out of 5 average rating, 128 reviews"Red House on the Knoll" at Indian Cove
Home in Hampton Bays
4.9 out of 5 average rating, 92 reviewsPrivate Home minutes from Beach and Nightlife
Home in Sag Harbor
5 out of 5 average rating, 11 reviewsDelightful Sag Harbor Home w Pool
Home in Old Lyme
4.8 out of 5 average rating, 5 reviewsBeach Front Hawks Nest Beach (B)
Villa in Water Mill
4.96 out of 5 average rating, 28 reviewsIncredible 9+ Bedroom Watermill Home w Heated Pool
Home in North Fork
4.78 out of 5 average rating, 41 reviewsFarm house with vineyard views
Home in Old Saybrook
5 out of 5 average rating, 41 reviewsGreat Hammcock Getaway, Nearby beaches, Hot tub
Quick stats about vacation rentals in Greenport
Total rentals
170 properties
Nightly prices starting at
G$18,802 GYD before taxes and fees
Total number of reviews
9.6K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Greenport?
Yes! Work meets play with ease at over 80 vacation rentals in Greenport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Greenport?
Four-legged friends are welcome in Greenport. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Greenport?
Experience the best of Greenport with our apartment rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Greenport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Greenport, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Greenport have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Greenport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenport have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Greenport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Greenport?
Greenport has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Greenport?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with self check-in, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Hudson Valley Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Family-friendly rentals Greenport
- Rentals with beach access Greenport
- Rentals with outdoor seating Greenport
- Pet-friendly rentals Greenport
- Rentals with pools Greenport
- Rentals with a washer and dryer Greenport
- Kid-friendly rentals Greenport
- Condo rentals Greenport
- Rentals with a fireplace Greenport
- Rentals with a fire pit Greenport
- Apartment rentals Greenport
- Rentals with a patio Greenport
- House rentals Greenport
- Monthly Rentals Greenport
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom